299 Second Street

FOR SALE
$2,599,000
299 Second Street, Newmarket
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
299 Second Street
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4
BEDROOMS
5
BATHROOMS
1
KITCHENS
12
ROOMS
N13684230
MLSID
Contact Us
Property Description
This is where luxury, craftsmanship, and an unbeatable location come together. Overlooking the scenic beauty of Fairy Lake and just steps from Historic Downtown Newmarket, this custom home offers an exceptional lifestyle inside and out. Designed with premium finishes throughout, the home features hand-scraped hardwood flooring, elegant wainscoting, a custom staircase with wrought iron pickets, and fireplaces in both the main living area and the primary bedroom. The chef-inspired kitchen is equipped with KitchenAid appliances, a 6-burner gas cooktop, pot filler, built-in Bosch coffee maker, microwave, cooling drawers, a full-size KitchenAid refrigerator, and a stunning 10-foot island perfect for entertaining.The basement offers 9-foot ceilings and a professionally designed golf simulator, creating the ultimate year-round entertainment space. Step outside to a private backyard with direct access from the kitchen, a balcony overlooking the property, an irrigation system, and a spacious 3 car garage.Additional premium upgrades include a Navien hot water on demand system, Reverse Osmosis water filtration, LifeBreath fresh air system, and a GeneralAire humidifier for year-round comfort and efficiency.Located minutes from parks, trails, restaurants, shopping, GO Transit, Highway 404, and the charm of Main Street, this home offers the perfect blend of luxury living and everyday convenience.This is a rare opportunity to own one of Newmarket's most impressive custom homes.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2019-06-06 2019-08-26 81 $1,699,000 $1,600,000
2017-07-07 2017-09-26 81 $599,900 $575,000
2015-04-19 2015-04-28 9 $399,000 $425,000
Nearby Intersections
Property Features
Auto Garage Door Remote, Air Exchanger, Carpet Free, Central Vacuum, ERV/HRV, On Demand Water Heater, Electric
Property Details
Address
299 Second Street
Postal Code
L3Y 3W5
Property Type
Detached, Detached
Lot Size
73' x 98'
Taxes
$12,367 (2025
Basement
Partially Finished
Exterior
Deck, Landscape Lighting, Landscaped, Lawn Sprinkler System, Lighting, Patio, Privacy
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Other
Parking Spaces
4
Garage Type
Attached
Listing contracted with Realty Wealth Group Inc.
646 Brooker Ridge, Newmarket
4
BEDS
5
BATHS
$2,200,000
FOR SALE
Executive Living with Luxury, Space, and a Backyard Oasis. This magnificent turn-key home was newly renovated throughout, nothing left to do but unpack & enjoy. From the moment you walk in, you'll notice the impeccable craftsmanship, modern finishes, and open-concept design that flows throughout the home. Offers over 5000 sq ft of living space. Located in prestigious Stonehaven-Wyndham Village. Highlights of main floor include: spectacular 2 storey grand foyer, custom gourmet kitchen that makes everyday living a dream, family and living rooms conveniently have 2 fireplaces, formal dining room and office. Highlights of 2nd floor include: custom built primary bedroom with 5-piece luxurious spa, all secondary bedrooms are spacious, bedroom 2 with 3 Pc Ensuite. Two bedrooms have vaulted ceilings. Fully finished basement offering extra living space & comfort with recreational area including wet-bar, perfect home gym and lots of storage space. Resort-style backyard oasis featuring a sparkling in-ground saltwater pool, lounging areas, and lush landscaping, your private paradise for summer relaxation.
108 Avenue Road, Newmarket
4+1
BEDS
6
BATHS
$2,299,000
FOR SALE
Exceptional design. Incredible privacy. A home that truly stands apart. Tucked away at the end of a quiet cul-de-sac and surrounded by mature trees, this spectacular custom-built residence offers an impressive combination of luxury, space and privacy, just minutes from downtown Newmarket.Step inside to soaring 10 ft main-floor ceilings, rich hardwood flooring and beautiful designer lighting. The expansive open-concept layout is filled with natural light, while oversized sliding doors create a seamless connection between the indoor and outdoor living spaces-ideal for entertaining family and friends. At the centre of the home is a stunning chef-inspired kitchen featuring vaulted ceilings, quartz countertops and premium finishes, all designed with both everyday living and entertaining in mind. Upstairs, you'll find four spacious bedrooms, each with its own private ensuite and walk-in closet. The primary suite is a true retreat, complete with a magazine-worthy, spa-inspired ensuite designed for relaxation.The professionally finished lower level adds even more versatility with 9 ft ceilings and a separate entrance from the garage, creating an excellent space for extended family, guests, a home office or additional living space.From its thoughtfully designed interior to its private setting among mature trees, this is a home where quality craftsmanship and attention to detail can be seen throughout.Custom built. Beautifully finished. Exceptionally private. And only minutes from everything Newmarket has to offer.
986 Stonehaven Avenue, Newmarket
4
BEDS
4
BATHS
$2,222,000
FOR SALE
Welcome to 986 Stonehaven Avenue - a one-of-a-kind luxury residence in one of Newmarket's most prestigious communities. No other property offers a combination of the following: unique and one of a kind layout (only one in the area), luxury high-end finishes, serene home space including in your own backyard with complete privacy and tranquility. This home has been renovated from top to bottom, offering modern luxury, warmth and charm, all in one place where you can call home. From the moment you arrive, the all-brick exterior, custom hardscaped entry, and striking 16x7 ft. garage door set the tone. Inside, you are greeted by a grand foyer with dark hardwood flooring that flows effortlessly into the spacious formal living room. The soaring 16-ft cathedral ceiling family room - anchored by a stunning wide-format linear electric fireplace with a bespoke custom-made limestone fireplace - flows seamlessly into a chef's kitchen with floor-to-ceiling custom cabinetry, quartz countertops, built-in double wall ovens, & polished marble-look porcelain tile. A sun-drenched breakfast nook with French doors to the backyard and an elegant formal dining room with an antique brass crystal chandelier complete this extraordinary main floor. Upstairs, a show-stopping crystal chandelier crowns the staircase above a second-floor landing that overlooks the cathedral below. Bedrooms are spacious and serene, each with custom drapery and pot lighting. Panoramic views from the tranquil and vast primary bedroom. The primary ensuite is a spa unto itself - freestanding soaker tub, frameless glass rain shower, and a private treetop window view. The fully finished lower level offers exceptional versatility with luxury flooring and 25 pot lights. Outside, 100+ mature conifers over 20 ft. tall create an irreplaceable private sanctuary. Professionally hardscaped patio, 40 landscape lights, extended driveway for 7+ vehicles. 117 total pot lights. Smooth ceilings throughout. Truly move-in perfect.
953 Damascus Court, Newmarket
4
BEDS
4
BATHS
$2,180,000
FOR SALE
Tucked away on a quiet court in the prestigious original Stonehaven community, this exceptional 4,427 square footage family home offers luxury, privacy, and timeless elegance beside a beautiful park. Featuring vaulted ceilings, rich hardwood flooring on the main level, updated bathrooms throughout, and a stunning primary retreat with TWO walk-in closets and a spa-inspired 5-piece ensuite with jacuzzi tub. A rare private 2nd bedroom boasts its own 3-piece ensuite, perfect for guests or extended family. The finished basement offers incredible flexibility with a separate side entrance and two separate staircases. Step outside to a breathtaking backyard oasis where hundreds of thousands have been invested into the spectacular heated pool, whisper-quiet pump system, and premium landscaping designed for unforgettable entertaining. Major updates include roof (2020), furnace & A/C (2024), and windows (2010). Walking distance to top schools. A rare offering in one of Stonehaven's most coveted locations.
1018 Lockwood Circle, Newmarket
5
BEDS
6
BATHS
$2,285,000
FOR SALE
Welcome to 1018 Lockwood Circle, a stunning luxury residence where timeless elegance meets exceptional comfort. Located in a sought-after Newmarket neighbourhood, this impressive 5-bedroom, 6-bathroom home offers an incredible balance of sophisticated living, spacious design, and resort-style amenities. From the moment you enter, you'll appreciate the attention to detail throughout. The main floor features a dedicated office, spacious living and family rooms, a formal dining room showcasing beautiful crown moulding and wainscoting, and a convenient laundry/mudroom designed for everyday functionality. The chef-inspired kitchen is truly the heart of the home, featuring granite countertops, a gas cooktop, and premium built-in Jenn-Air appliances including an oven and refrigerator, along with a cooler and dishwasher. Designed for both everyday living and entertaining, this space combines style and practicality .The luxurious primary suite offers a private retreat with a spa-like ensuite featuring a separate soaker tub, creating the perfect place to unwind. Each additional bedroom is generously sized and offers convenient access to its own/shared washroom, providing comfort and privacy for family and guests. The finished basement expands your living space with an entertainer's dream setup, including a wet bar, sauna, wine cellar, music room, and versatile space ideal for a home gym, office, or recreation area. Step outside to your own private backyard oasis featuring a heated saltwater inground pool, hot tub, outdoor gazebo with power, and beautifully landscaped grounds with interlock throughout. Multiple garden sheds provide excellent storage, while the peaceful outdoor setting creates the perfect backdrop for summer gatherings or quiet evenings at home.1018 Lockwood Circle is more than a home - it's a lifestyle. A rare opportunity to enjoy luxury, relaxation, and everyday comfort all in one exceptional property.
725 Exceller Circle, Newmarket
4+1
BEDS
6
BATHS
$2,150,000
FOR SALE
Prestige Stonehaven 4,222 Sq Ft Above Ground + Finished W/O Basement. Backs On Park (Private Lot) Located At The End Of Crescent. 4+1Bedrooms Are All W/ Ensuite. Stunning Kitchen W/Island & Granite Counters & High-End Appl's. Walkout To Deck From Kitchen. Basement Includes Theatre Room, Billiard Room, One Bedroom With 3-Piece Bathroom. Heated 3 Car Garage. Huge Interlock Driveway Can Park Another 8Cars. Walking Distance To Stonehaven Elementary, Mazo De La Roche Public, And Newmarket High School. Multiple Go Stations Nearby. Easy Access To The New Costco, T&T Supermarket, Local Shopping Plazas And HWY 404.
888 Cresta Rider Place, Newmarket
4+1
BEDS
4
BATHS
$2,149,000
FOR SALE
Welcome to 888 Cresta Rider Place, an exceptional executive residence tucked away on a quiet court in prestigious Stonehaven. Offering approximately 5,500 sq. ft. of total living space, including a finished lower level, this elegant 4+1 bedroom, 4 bathroom home showcases timeless craftsmanship, luxurious upgrades and a functional family layout. A grand entrance and Piano Foyer sets the tone with marble flooring, custom inlaid hardwood, wainscotting, crown moulding, an open octagonal ceiling and elegant staircase. Formal principal rooms feature refined millwork, coffered ceilings, oversized bay windows and rich hardwood flooring throughout. The sunken family room is ideal for everyday living and entertaining with a gas fireplace, custom built-ins and walkout to the covered deck and hot tub. At the heart of the home is a custom chef-inspired kitchen complete with premium JennAir stainless steel appliances, Cambria Quartz countertops, large centre island, breakfast bar, soft-close cabinetry and seamless access to the backyard oasis. The upper level offers four spacious bedrooms, including a luxurious primary retreat with French door entry, hardwood flooring, custom walk-in closet and spa-inspired 5-piece ensuite with glass shower, oversized soaking tub and dual sinks. A second-floor study offers flexibility as a potential fifth bedroom, den or home office.The lower level features a large recreation area, wet bar, 3-piece bathroom, extensive storage and versatile living space ideal for entertaining, guests, fitness or multi-generational living. Outside, the beautifully landscaped and fully fenced backyard offers a newer composite deck with covered seating areas, custom lighting and a private 6-person hot tub retreat. Complete with a double-car garage and double private driveway, this exceptional home is located minutes to top-rated schools, parks, trails, shopping, dining, golf and Highway 404.
653 Exceller Circle, Newmarket
4+1
BEDS
4
BATHS
$1,999,999
FOR SALE
Welcome to 653 Exceller Circle, an exceptional executive residence nestled on one of Stonehaven's most prestigious crescents. Situated on a beautifully landscaped 59 x 132 ft. estate lot, this remarkable home offers over 3,800 sq. ft. above grade, where timeless architecture meets impeccable designer finishes. From the moment you arrive, the striking curb appeal, triple-car garage, extensive stonework and manicured grounds set the tone for the extraordinary home within. A dramatic open-to-above foyer and sweeping curved staircase create an unforgettable first impression, while wide-plank white oak flooring, custom millwork, elegant crown moulding, recessed lighting and refined designer details elevate every space. At the heart of the home is a spectacular custom chef's kitchen featuring bespoke inset cabinetry, a stunning 10-foot solid oak island, HanStone quartz countertops, premium Fisher & Paykel appliances, a Miele dishwasher, designer fixtures, a custom coffee bar and exceptional pantry storage. The kitchen flows seamlessly into the inviting family room overlooking the private backyard retreat.The luxurious primary suite offers a sitting area, custom fireplace, walk-in closet and beautifully renovated spa-inspired ensuite, while spacious secondary bedrooms, an upper-level den and elegant principal rooms provide exceptional flexibility for family living and entertaining.Step outside to your own private resort featuring a saltwater pool with waterfall, expansive entertaining spaces, updated deck and stonework, landscape lighting, irrigation system and mature landscaping, creating the perfect backdrop for unforgettable summer evenings.Located in one of Newmarket's most sought-after communities, Stonehaven offers top-rated schools, parks, golf courses, scenic trails, boutique shopping, fine dining and quick access to Highway 404. This is more than a home, it's a lifestyle defined by elegance, craftsmanship and uncompromising quality.
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